GB1265788A - - Google Patents

Info

Publication number
GB1265788A
GB1265788A GB1434470A GB1265788DA GB1265788A GB 1265788 A GB1265788 A GB 1265788A GB 1434470 A GB1434470 A GB 1434470A GB 1265788D A GB1265788D A GB 1265788DA GB 1265788 A GB1265788 A GB 1265788A
Authority
GB
United Kingdom
Prior art keywords
give
compounds
dimethylfuran
reacted
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1434470A
Inventor
George Levitt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB1265788A publication Critical patent/GB1265788A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42Oxazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/66Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30Hetero atoms other than halogen
    • C07D333/36Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

1,265,788. Oxazoiinylamino compounds. E. I. DU PONT DE NEMOURS & CO. 1 April, 1970 [24 March, 1970], No. 14344/70. Heading C2C. The invention comprises compounds of formula and their acid addition salts, wherein R, R<SP>1</SP> are each H, Cl or C 1-3 alkyl, or R-R<SP>1</SP> form a fused ring (when the oxazolinylamino group is attached to either ring in the bicyclic system), Q is 0 or S, m is 1 or 2, and A, X, D, Z are each H or C 1-4 alkyl but total less than 9 C atoms. These compounds are prepared by reacting together, in an inert solvent, an aminofuran or aminothiophene with a C1CA(X)CD(Z)NCO to give the corresponding 3-(2-chloroethylureido)- furan or -thiophene, refluxing the latter with water to give the HCl-salt of the desired base, and obtaining the latter by adding NH 4 OH. Alternatively (e.g.) 3 - chlorocarbonyl - 2,5 - dimethylfuran is reacted with NaN 3 to give the corresponding azide, which is heated in toluene to give 3-isocyanato-2,5-dimethylfuran and this is reacted with 2-chloroethylamine to give the corresponding ureide which is converted to the desired product as above. Pharmaceutical and veterinary compositions for administration orally, parenterally, or by means of vapour or spray, comprise compounds of the above formula, which have antihypertensive and C.N.S. depressant activity.
GB1434470A 1965-08-10 1970-03-24 Expired GB1265788A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US47905565A 1965-08-10 1965-08-10
GB1434470 1970-03-24
DE19702043188 DE2043188A1 (en) 1965-08-10 1970-09-01 New oxazole indenvates, their manufacture and use

Publications (1)

Publication Number Publication Date
GB1265788A true GB1265788A (en) 1972-03-08

Family

ID=27182844

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1434470A Expired GB1265788A (en) 1965-08-10 1970-03-24

Country Status (3)

Country Link
US (1) US3499084A (en)
DE (1) DE2043188A1 (en)
GB (1) GB1265788A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES442992A1 (en) * 1974-12-02 1977-08-01 Scherico Ltd Para-polyfluoroisopropyl-anilino-2-oxazoline compounds, pharmaceutical compositions and method of treating hypertension
US4256755A (en) * 1980-04-28 1981-03-17 E. I. Du Pont De Nemours & Company Method of using N-substituted dihydro-2-oxazolamines as analgesics
US4861791A (en) * 1983-08-29 1989-08-29 Sterling Drug Inc. Dihydro-oxazolyl substituted-phenyl-aliphatic lower alkyl and their use as antiviral agents
GB0615670D0 (en) * 2006-08-07 2006-09-13 Syngenta Participations Ag Chemical compounds
EP2014168A1 (en) * 2007-06-19 2009-01-14 Bayer CropScience AG Insecticidal heterocyclic compounds

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2870160A (en) * 1957-07-08 1959-01-20 Pfizer & Co C 2 (benzofuranyl amino)-and 2 (thianaphthenyl amino) oxazolines

Also Published As

Publication number Publication date
DE2043188A1 (en) 1972-03-02
US3499084A (en) 1970-03-03

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees